2-(Tri-n-butylstannyl)thiophene → Methyl 6-thien-2-ylnicotinate

HRID 1956334

반응식

HRID 1956334 반응식
O[C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1.C([Sn](CCCC)(CCCC)[C:17]1[S:18][CH:19]=[CH:20][CH:21]=1)CCC>C1(C)C=CC=CC=1.C(Cl)(Cl)Cl.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Pd]>[S:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1

참가 물질

6

반응물 2

HCID 27793732-(Tri-n-butylstannyl)thiopheneHCID 178498304HCID 178498304, 화합물

생성물 1

HCID 17879034Methyl 6-thien-2-ylnicotinate

시약·촉매·용매 3

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 1140Toluene용매HCID 6212Chloroform용매

실험 절차

A solution of 2.0 g of (methyl 6-hydroxypyridine-3-carboxylate, o-triflate) and 5.23 g of 2-(tributylstannyl)thiophene in 50 ml of dry toluene is stirred under nitrogen at reflux for 16 hours in the presence of tetrakis(triphenylphosphine)palladium(O). The reaction mixture is diluted with 50 ml of chloroform and filtered through a pad of diatomaceous earth. The filtrate is evaporated in vacuo to a residue which is extracted and decanted (2×100 ml) with 1:1 ether:petroleum ether. The combined extracts are evaporated in vacuo to give 1.6 g of the desired product as a residue.

후처리

  1. filtrationfiltered through a pad of diatomaceous earth
  2. customThe filtrate is evaporated in vacuo to a residue which
  3. extractionis extracted
  4. customdecanted (2×100 ml) with 1:1 ether
  5. customThe combined extracts are evaporated in vacuo

출처 및 근거

ORD 기록
ord-9a91baa1e01c4e79b3372eb30b0f5f38
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05780471

연결된 노트

불러오는 중…